3-[(dimethylamino)methyl]-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide

Base Information

Chemical Name:3-[(dimethylamino)methyl]-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide
CAS No.:174636-59-0
Molecular Formula:C₂₈H₂₉N₃O
Molecular Weight:423.558
Hs Code.:

Synonyms:3-[(dimethylamino)methyl]-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide

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Chemical Property of 3-[(dimethylamino)methyl]-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide

Chemical Property:

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Technology Process of 3-[(dimethylamino)methyl]-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide

There total 6 articles about 3-[(dimethylamino)methyl]-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 43071-45-0
3-methyl-2-phenylquinoline-4-carboxylic acid

: 174636-59-0
3-[(dimethylamino)methyl]-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl chloride / CH₂Cl₂ / 0.5 h / 20 °C

1.2: DMF / CH₂Cl₂ / 0.5 h

2.1: CH₂Cl₂ / 18 h

3.1: 70 percent / NBS; dibenzoylperoxide / acetonitrile / 28 h / Heating

4.1: iPr₂NEt / tetrahydrofuran / 50 °C

5.1: aq. HCl / 4 h / Heating

6.1: HBTU; TEA / tetrahydrofuran; CH₂Cl₂ / 18 h / Heating

With hydrogenchloride; N-Bromosuccinimide; oxalyl dichloride; TEA; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dibenzoyl peroxide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jm000501v

Reference yield:

: 174636-71-6
3-methyl-2-phenylquinoline-4-carbonyl chloride

: 174636-59-0
3-[(dimethylamino)methyl]-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: CH₂Cl₂ / 18 h

2: 70 percent / NBS; dibenzoylperoxide / acetonitrile / 28 h / Heating

3: iPr₂NEt / tetrahydrofuran / 50 °C

4: aq. HCl / 4 h / Heating

5: HBTU; TEA / tetrahydrofuran; CH₂Cl₂ / 18 h / Heating

With hydrogenchloride; N-Bromosuccinimide; TEA; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dibenzoyl peroxide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jm000501v

Reference yield:

: 74960-43-3
3-methyl-2-phenyl-quinoline-4-carboxylic acid methyl ester

: 174636-59-0
3-[(dimethylamino)methyl]-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / NBS; dibenzoylperoxide / acetonitrile / 28 h / Heating

2: iPr₂NEt / tetrahydrofuran / 50 °C

3: aq. HCl / 4 h / Heating

4: HBTU; TEA / tetrahydrofuran; CH₂Cl₂ / 18 h / Heating

With hydrogenchloride; N-Bromosuccinimide; TEA; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dibenzoyl peroxide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jm000501v